Three days and six desperate orgasms later, the dreaded device showed up at the house via a UPS delivery. Desiree led me to my room where she took my pants down and had me sit on the changing pad that was on my bed. I fidgeted and squirmed, trying to think of some way to convince her to delay this terrible development.
“Now Brian, I know you may think you don't need this but believe me, it's for your own good. I know your diapers are baby soft and they'll always be a constant temptation to you. But now you don't have to worry about that because your new chastity device will keep your little pen-is--sissy soft and safe. No more naughty erections and no more playing with yourself. Now you'll use your diapers for their intended purpose, and trust me--this will put a stop to your nasty behavior, once and for all.”
I gulped hard and my little wee-wee shriveled in fear.
She unlocked the strange looking contraption and holding the small steel ring in her hand, fed my little limp package through it, positioning it behind my sack. It was a snug fit, to be sure, but pushing one ball after the other, she eventually got it in place. My feet kicked in frustration as she took the remaining cap-shaped part which was no bigger than the tip of my thumb, and carefully fit it over the tiny stub of my shaft. Pins allowed it to mate snugly against the cuff ring, mashing my imprisoned pen-is inside the cap as she slid a long key into the side, locking the two pieces together.
“There!” she said, obviously very pleased, “It fits perfectly!”
She beamed down at it with a look of total satisfaction.
“No more erections and no more orgasms for you! Just soft diapers and plastic panties to keep your bed dry.”
I grasped the minuscule device in my hand and shook it but it was clear that it was there to stay.
“But how long am I gonna hafta wear it?” I whined bitterly.
“That stays on until you stop your childish bedwetting, sissy boy,” she said as she crossed her arms over her substantial chest.
“It's not fair!” I complained, slamming my fists against the mattress.
“No? Well I think maybe I'll just put you in your diapers early today,” she quipped, always ready to up the ante with me, “That way, you can feel what it's like without having to wait until tonight.”
Before I knew it, my stepmom was powdering me and pinning me into my humiliating diapers and plastic panties, this time, a lavender pair with lace around the legs and waistband. She swapped out my t-shirt for one of the newer cropped diaper shirts, one with a Barney applique across the chest she'd purchased online and finished with my lacy pink anklets.
“There. Now if you need to use the bathroom, you come to me and I'll take your diapers down—do you understand me??”
“Yes, Ma'am,” I muttered sullenly.
As she left my bedroom, I sat down on the edge of the bed feeling sorry for myself and wondering how my situation could possibly get any worse. As I struggled to come up with a solution out of this mess, I began gazing out the window on the street below. A truck pulled up and I could see Megan was just arriving, being dropped off by her boyfriend, some big jock on the football team. What a world of difference there was between the two of us. Here I was, wearing a big, bulging baby's diaper, a sissy top and lacy anklets while my tiny pen-is was permanently locked away inside. I'll bet I was the only one at school without free access to my own willie! And I'll bet Megan had already stroked that guy's big coc-k to orgasm many times. That was certainly never going to happen to me. Not with her or any other girl now that it was locked in steel. Besides that, what girl would ever want to be with a sissy bedwetter who wore diapers and prissy plastic panties?
Still sullen and pouting, I watched as she bent over to kiss him goodbye, her perfect shaped fanny pointed my way and framed by her skin-tight shorts. I sighed and unconsciously, began softly rubbing the front of my diapers. I was intensely jealous of her boyfriend, who no doubt got his way with her on a routine basis while she wouldn't even give me the time of day.
The two of them seemed so very adult to me while they made me feel like a bedwetting toddler in need of his diapers.
For a moment, she stood up and was saying something to him and my eyes wandered over her succulent curves. To be sure, she had the sexiest body of all her friends, which were without exception, very attractive themselves. But Megan liked to push the envelope of what was socially acceptable for a teenage girl to wear and today's clinging pink top certainly did not disappoint.
I rubbed my diapers furiously now, hungrily drinking in her busty profile from my voyeuristic vantage point as she continued her conversation with her boyfriend, oblivious to my lustful stares. Unfortunately, my tiny pen-is could only throb in frustrated angst as I rubbed the soft, pillowy front of my diapers, unable to get even the tiniest erection. I rubbed and rubbed, a bead of sweat trickling down my forehead but it was no use. All my efforts served to do was make me even hornier than I already was.
Bunching my fists, I slammed them on the bed again, wanting to scream with exasperation. I tried to distract myself and think of something else but the sun was shining brightly on my new stepsister, making her look like a golden angel. She was so beautiful and sexy and my little nub throbbed in desperation, struggling in futility against the tiny steel cage surrounding it.
Finally, she said her last goodbye, kissed him, and walked into the house out of sight. With a heavy sigh, I gave up and tried to think of something to get my mind off my raging libido.
As the days went on, I found my stepmom taking longer and longer to remove my wet diapers in the morning and she would put me into them earlier in the evening as well. And because I wore them for most of the first half of the day, I found myself just wetting them again since there was little point in asking Desiree to remove them. I guess I was starting to get lazy about controlling my wetting.
This came back to me one afternoon with terrible repercussions when I was walking down the hallway in my regular clothes and I could hear Megan doing something in my room with one of her friends. I could hear them giggling and I knew they were talking about my diapers and baby outfits. My ears and cheeks flushed a bright red with shame and in my panic I stood there and suddenly felt the front of my pants growing wet. My pee darkened the crotch area before flowing down my legs as I whimpered with fear and humiliation. Looking around wildly, I frantically tried to think where I could hide while I did something to conceal what I'd done.
Just then, Megan and her friend walked out of my room and they stopped in their tracks as the stared at me and saw the clear evidence of my wet pants.
“Mom?!” Megan called out loud enough that her voice carried throughout the house, making me wave my hands in a desperate panic to try and dissuade her.
“No-no-no!” I cried hysterically.
“Brian wet his pants!” she called out, looking me firmly in the eyes with an evil smirk on her face.
Soon, my stepmom was determinedly stomping up the stairs to see what was going on, her beautiful features darkened with anger.
The three of them surrounded me while Desiree clutched me by my ear.
“Brian-you little sissy-you've just earned yourself a good, hard spanking!” she snapped.
I started crying as she led me into my room with the other two following close behind.
All too soon, I found myself in the very familiar position with my wet pants and underwear down around my ankles as my stepmom delivered another painful and humiliating punishment, blistering my bare bottom with her paddle as I howled and bawled like a baby.
Megan and her friend watched the entire thing with gleeful delight and afterwards, I was put straight into my diapers.
The next morning, I woke up to a dull pain as my little pen-is struggled and failed miserably to become erect inside the tiny confines of its steel cage. I groaned in misery, reaching inside the front of my soggy wet diapers to try and relieve the pain but nothing I did helped. To be sure, the dream I had just woken up from didn't help; nursing from Megan's big breasts like a baby and caressing her flawless skin. It seemed that now that I was wearing and wetting diapers every night, it was causing me to have dreams that were increasingly babyish.
In any event, having woken from that intensely erotic scene, I was beside myself with horniness but there wasn't a single thing I could do about it.
Just then, my stepmom came into the room, carrying a bulging red rubber bag with a long white hose that extended from it. Soapy suds were dripping from its sides and I could see it was bursting to capacity. Not sure what it was, I watched as she hung it up on a tall stand she pulled from the closet before pulling me out of bed and standing me up.
“Wha-what are you gonna do?” I quaked, “Am I g-gonna get sp-spanked?”
“No, sissy boy, that is—unless you decide to put up a fuss,” she said as she held a huge dil-do nozzle in her hand, smiling as she looked me firmly in the eyes, “I'm going to give you a nice, soapy enema, Brian,” she said firmly, “It's just what every little sissy boy needs.”
My lower lip quivered and I sniffled helplessly as she tugged my clinging plastic panties down off my sopping wet diapers and pulled them down around my ankles.
“B-but—wait!” I cried as she pulled me across her lap, “I-I don't want this!”
“Brian--it's obvious that you're not making any effort to stop your bedwetting, so I've decided from now on, you're going to wear your diapers full time,” she said as she unpinned the soggy Birdseye cotton from around my hips.
“N-no, no!” I wailed as my eyes filled with tears of shame.
Pulling away the clammy wet cotton, I felt cool air upon my backside and I shivered a little. Suddenly, I felt her slippery finger at my rosebud and a dollop of Vaseline being pushed inside. I squealed like a little girl at this invasion but she continued, making sure my snug passage was very well lubed.
“This nozzle was specifically designed for sissies like you and you may find it a little big to begin with. However, the soft, pliable material ensures eventually it will all fit inside you, even if it stretches you a bit so my suggestion is that you just relax.
“This is what you've been asking for and you're going to get this whether you like it or not,” she explained.
I kicked my feet and whined miserably. I didn't ask for this at all!
“No—I don't want that!”
“Brian, I may tolerate your wet diapers but this will make sure you won't do any number twos in them. Now spread your legs and relax—it will go in much easier if you just submit.”
Feeling the fat, blunt tip of the dil-do nozzle pushing insistently at my hole, I squealed loudly again, flailing my arms in panic.
“No-no! It's too big!” I cried.
Suddenly, the big rubbery head popped through and past my sphincter making me moan helplessly.
Looking up at the wall mirror opposite us, I could see my stepmom smiling with immense satisfaction.
“Theeere,” she said soothingly, allowing my hole to get accustomed to the leviathan stretching me wide, “Just relax and take it. This is exactly what you need.”
I was breathing hard as she slowly began pushing it in deeper, and I moaned again like a little girl. Never in my life had I had anything so big back there and I felt deeply emasculated.
Soon, it was all the way in and I squealed loudly as she pushed on it, making sure I got every inch of the fat, rubbery invader.
Without warning, I heard her undo the clip, and a raging torrent of soapy water suddenly surged into my bowels.
“OOHHH!” I moaned helplessly.
She left the valve open for about twenty seconds before finally clipping it shut.
“Brian, you're going to get a nice, soapy enema every morning so I can be sure you won't be messing your diapers,” she told me simply.
She squeezed and patted my right bottom cheek as she laid out my future.
“It's obvious you enjoy wearing and wetting baby's diapers so I'm going to give you what every sissy truly wants deep down; to be treated like a little toddler.”
Before I could grasp the significance of what she was saying, she opened the clip, releasing another soapy torrent deep into my bowels.
“OOHHH!” I cried.
“From now on, you'll be dressed like a the little baby you've been acting like; diaper shirts, onesies, short, cute little dresses—everything an aspiring sissy bedwetter could ever want.”
The water churned inside me, giving me cramps and making me moan again.
“I thought we could keep your diapers for just bed times but after seeing you wet your pants yesterday, it's obvious you're just too immature for big boy underwear.”
I moaned softly, trying to adjust to the quart of warm, soapy water flowing into me.
“No, you're much better off with thick, thirsty diapers and rubber panties, so that's just what you'll wear.”
My back hole ached from the mammoth dil-do stretching it wide but my efforts to clench down on it did nothing and I was forced to take the enema at the pace of her choosing.
“I want you to say after me; 'I'm a bedwetting sissy',” she instructed me.
Releasing the clip, more water flowed into me, forcing a moan I was holding back.
“I-I'm a b-bedwetting sissy,” I bleated.
“That's right—you are. And bedwetting sissies need diapers and rubber panties don't they?” she taunted me.
“Y-yes ma'am,” I admitted.
“Say it, sissy,” she prompted me with a gentle squeeze of my right cheek.
“B-bedwetting sissies need d-diapers and rubber p-panties,” I confessed.
Desiree smiled with smug satisfaction at me in the wall mirror opposite us.
“I think you're going to enjoy being my little toddler,” she said as the last of the water gurgled into my backside.
Topic: Bedwetters Get Diapers (Read 26499 times)
